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 Personalized Italy Travel Strategy Session

Why Work with Debra and Her Team

With nearly three decades of experience, Debra brings an unparalleled understanding of Italy and travel throughout the country's 20 regions. From family travel to honeymoons, multigenerational trips to heritage pilgrims, Debra's extraordinary ability to understand the distinct needs and desires of trip. She has an exceptional ability to match travelers with the just-the-right destinations, trip pace, accommodations, and experiences within Italy, curating exceptional experiences that capture the heart and soul of the country.

With offices in both the U.S. and Italy, Debra and her team are distinguished by their exclusive insights and privileged access across Italy’s most captivating and authentic destinations. Through trusted relationships with local artisans, chefs, hoteliers, and guides, they deliver beyond-the-guidebook experiences that reveal Italy’s rich cultural tapestry and undiscovered gems.

Notable Works by Debra Levinson: Curating the Best of Italy

Publications
 

  • Italy’s Best with Kids: Extraordinary Places to Eat, Sleep, & Plan (2004)A family-friendly guide full of thoughtful recommendations to make Italy accessible and enjoyable for all ages.
     

  • Italy Luxury: Family Hotels & Resorts, (2013) – An in-depth guide to luxurious accommodations, offering exclusive insights into Italy’s most scenic and historic properties.
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  • Handpicked Italy - A Mr. & Mrs. Italy Guide, (2016)– A curated selection of personal recommendations, sharing Italy’s authentic culture and unique, immersive experiences.

  • Eat, Drink & Luxuriate - A Mr. & Mrs. Italy Guide,(2017)

  • Handpicked Italy - A Mr. & Mrs. Italy Guide (2018)

  • Handpicked Italy - A Mr. & Mrs. Italy Guide (2019)

Articles and Podcasts

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Personalized Italy Travel Strategy Session

In this one-on-one session, Deb will work closely with you to understand the key details that will shape your journey, including your vision for must-see sights and activities, preferred types of accommodations, culinary preferences and dietary needs, transit options, and budget considerations.​​​ 

 

From this session, you will walk away with a high-level, strategic overview to help you make informed choices, and build a well-rounded Italian travel experience tailored to your interests and preferences.

 

This consultation is designed not only to save you time and effort but also to help you avoid costly mistakes. With Debra's expert insights guiding your choices, you’ll come away with a well-defined understanding of where to go, how long to spend in each destination, and the best ways to travel between the locations that align with your interests and aspirations for an unforgettable Italian experience.

How It Works

Sessions begin with a review of your personal travel details, beginning with basic travel logistics and moving into detailed personal preferences, trip inspiration, travel goals, particular passions, and budget considerations.

Through a guided screen share using Google Maps and curated images of each destination, Deb will provide you with a clear, tailored roadmap for your trip to Italy.  You’ll come away with a well-defined understanding of where to go, how long to spend in each destination, and the best ways to travel between the locations that align with your interests and aspirations for an unforgettable Italian experience.

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​This personalized strategy session is $300. If you choose to move forward with our full-service custom trip planning, this consultation fee will be credited toward your overall trip cost.​​​

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What's Included

Logistics and Accommodations:
  • Best Time to Visit: When is the ideal time of year to go?

  • Trip Duration & Pace: How many days should I plan for my Italy trip? How many locations should I cover?

  • Lodging Options: Are there comfortable yet affordable options, such as boutique hotels or B&Bs?

  • Rental Options: Are Airbnbs, vacation rentals, and villas a reliable choice?

Strategic Locations & Transportation:

  • Location Guidance: Based on my interests, where should I go, and how much time should I allocate to each destination?

  • Getting Around: Is renting a car necessary, or is public transportation sufficient for the destinations of interest?

  • Hidden Gems: Are there lesser-known places worth visiting to avoid crowds?

Cultural Experiences, Site Seeing Activities & Dining:

  • Advance Tickets: Should I book tickets in advance for major sites like the Colosseum or Uffizi Gallery?

  • Unique Experiences: What are some non-touristy activities that offer an authentic feel?

  • Food & Wine Tours: Are there specific tours, and should I book them in advance?

  • Authentic Dining: How can I find local dining experiences and avoid tourist traps?

  • Reservations: Do I need dining reservations throughout Italy?

Our Clients Say

Our trip planned for us by Mr and Mrs Italy was truly incredible, and our itinerary was perfect. 

I wanted to do something I thought was impossible, which was visiting my parents and grandparents home, they made it possible to get me there and it was the highlight of the trip for me. Very impressed with their commitment to go the extra mile for you, we highly recommend Deb and Claudia to plan your trip to Italy.

Keith & Josephine

Let's Get Going

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